Garreau M,
Le Vaillant F,
Waser J.
* Ecole Polytechnique Fédérale de Lausanne, Switzerland
C-Terminal Bioconjugation of Peptides through Photoredox Catalyzed Decarboxylative Alkynylation.
Angew. Chem. Int. Ed. 2019;
58: 8182-8186
Key words
photoredox catalysis - decarboxylation - alkynylation - C-terminal selectivity - hypervalent iodine reagents - metal-free
Significance
This paper provides a decarboxylative strategy for the alkynylation of the C-terminus of peptides, starting from free carboxylic acids. C-Terminal selectivity can be achieved in the presence of carboxylic acid side chains, and a broad range of functional groups are tolerated in the reaction system.
Comment
The authors have developed a metal-free decarboxylative alkynylation of the C-terminus of peptides. The reaction proceeds rapidly and cleanly and might be useful for modifying peptides.
